Dicyclohexylcarbodiimide → HCID 86664634, compound

HRID 1183231Notes

Reaction equation

HRID 1183231 reaction equation
[CH3:1][C:2](=[N:4][OH:5])[CH3:3].[OH-].[Na+].[CH:8]1([N:14]=[C:15]=[N:16][CH:17]2[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]2)[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1>C1COCC1.CCCCCC>[CH:17]1([NH:16][C:15](=[N:14][CH:8]2[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]2)[O:5][N:4]=[C:2]([CH3:3])[CH3:1])[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22]1

Participants

6

Reactant 3

HCID 10868DicyclohexylcarbodiimideHCID 14798Sodium HydroxideHCID 67180Acetone, oxime

Product 1

HCID 86664634HCID 86664634, compoundYield 98.8%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8058HexaneSolvent

Procedure

To a solution of acetone oxime (3.65 g, 0.05 mol) in dry THF (35 ml) is added finely powdered NaOH (0.2 g) and dicyclohexylcarbodiimide (10.3 g, 0.05 mol). The mixture is then stirred 5 h at room temperature under argon. The turbid mixture is thereafter diluted with hexane (30 ml) filtered and evaporated under reduced pressure to afford 13.8 g of the title compound as a slightly yellow liquid.

Workup

  1. filtrationfiltered
  2. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-9d0fc064e92b474c8345f38cc71df599
Source dataset
uspto-grants-2014_03
Patent number
US08664288B2

Reaction notes

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